Author: Jessica.F

Related Products of 13726-21-1, These common heterocyclic compound, 13726-21-1, name is 2-(4-Chloro-3-methoxyphenyl)acetonitrile, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

The third process; (4-Chloro-3-methoxyphenyl) acetic acid methyl ester; Potassium hydroxide (5.86 g) was dissolved in water (25 ml) and the mixture was added to a solution of 4-chloro-3-methoxyphenylacetonitrile (3.80 g) in ethanol (80 ml) at room temperature. The reaction solution was refluxed for 1.5 hours. After cooling, concentrated hydrochloric acid (8.8 ml) and water (50 ml) were added to the reaction solution and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, and dried over magnesium sulphate. The solvent was evaporated under reduced pressure. The obtained residue was dissolved in methanol (100 ml) and concentrated sulphuric acid was added thereto. The mixture was refluxed for 1.45 hours. After cooling, the reaction solvent was evaporated under reduced pressure and water was added thereto. The mixture was extracted with ethyl acetate. The organic layer was washed with brine, and dried over magnesium sulphate. The solvent was evaporated under reduced pressure to give a title compound (4.43 g). The yield was 99 %. 1H-NMR (CDCl3) delta: 3.61(2H,s), 3.71(3H,s), 3.91(3H,s), 6.81(1H,dd,J=1.8,8.1Hz), 6.87(1H,d,J=1.8Hz), 7.30(1H,d,J=8.1Hz).

The synthetic route of 13726-21-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shionogi Co., Ltd.; EP1887000; (2008); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 86770-80-1, name is 3,3-Difluorocyclobutanecarbonitrile, belongs to nitriles-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 86770-80-1, category: nitriles-buliding-blocks

EXAMPLE 20 Preparation of 1-(3-chloropyridin-2-yl)-3,3-difluorocyclobutanecarbonitrile To a 100 mL round bottom flask was added 2,3-dichloropyridine (2.9 g, 20 mmol), 3,3-difluorocyclobutanecarbonitrile (2.1 g, 18 mmol), and toluene (50 mL). The mixture was cooled to C. and sodium hexamethyldisilazide (NaHMDS, 2.0 M in THF, 11 mL, 22 mmol) was added. The reaction mixture was warmed to rt and stirred for 2 h. The mixture was then diluted with EtOAc (20 mL) and water (20 mL). The aqueous layer was extracted with EtOAc and the combined organic phases were washed with brine, dried over Na2SO4, and concentrated to provide the desired product (3.4 g) as a colorless oil.

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Reference:
Patent; Cytokinetics, Inc.; Ashcraft, Luke W.; Bergnes, Gustave; Collibee, Scott; Chuang, Chihyuan; Gardina, Jeff; Morgan, Bradley P.; Muci, Alex R.; Qian, Xiangping; Romero, Antonio; Warrington, Jeffrey; Yang, Zhe; US9133123; (2015); B2;,
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In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 175596-01-7 as follows. Recommanded Product: 175596-01-7

Preparation 91 4-Aminomethyl-2-fluoro-benzoic acid methyl ester Add a slurry of Raney nickel in ethanol (1.2 g, 1.2 ml) to 4-cyano-2-fluoro-benzoic acid methyl ester (5.8 g, 30.0 mmol) in 2N ammonia in methanol (580 mL). Purge with nitrogen gas (3*), purge with hydrogen gas (3*), and pressurize with hydrogen gas to 419 KPa. Heat the reaction at 40 C. for 18 hrs. Allow to cool to room temperature and filter the reaction mixture. Concentrate the filtrate to the crude title compound (6.9 g, 99%). MS (m/z): 184 (M+1).

According to the analysis of related databases, 175596-01-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Khilevich, Albert; Liu, Bin; Mayhugh, Daniel Ray; Schkeryantz, Jeffrey Michael; Zhang, Deyi; US2010/16373; (2010); A1;,
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Electric Literature of 906673-45-8, These common heterocyclic compound, 906673-45-8, name is 4-(4-Bromo-3-(hydroxymethyl)phenoxy)benzonitrile, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Compound IV (5.00 g, 16.4 mmol, 1.0 eq) and DHP (2.07 g, 24.6 mmol, 1.5 eq) was dissolved in dichloromethane (40 mL). p-Toluenesulfonic acid (0.28 g, 1.6 mmol, 0.1 eq) was added, and the reaction mixture was stirred. After 5h, TLC showed that the basic reaction of the raw materials was completed, post-processing was carried out, the reaction mixture was quenched by the addition of 50 mL of aqueous sodium hydrogencarbonate solution, extracted with 50 mL of dichloromethane, liquid separation was carried out, the organic phase was washed, dried, concentrated, and the obtained crude product was purified by column chromatography to yield 5.71 g of a yellow oil in a yield of 89%.

The synthetic route of 906673-45-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Suzhou Wangshanwangshui Bio-pharmaceutical Co., Ltd.; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute Suzhou Pharmaceutical Chuangxin Institute; Shandong Tefaman Pharmaceutical Co., Ltd.; Tian Guanghui; Wu Jianzhong; Yu Jianghui; Pang Zhenqiang; Li Junyong; (10 pag.)CN108047261; (2018); A;,
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Application of 34662-24-3, A common heterocyclic compound, 34662-24-3, name is 2-Chloro-3-nitrobenzonitrile, molecular formula is C7H3ClN2O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Step c) intermediate 11Synthesis of 2-[(2-hydroxyethyl)amino]-3-nitrobenzonitrile2-chloro-3-nitrobenzonitrile (74g, 0.408 mol) is mixed with ethanol (370 ml) and ethanolamine (57 ml). The mixture is stirred for 16 hrs at room temperature. To complete the reaction, the mixture is refluxed for 2 hours. After cooling, the mixture is concentrated under vacuum; the product precipitates as a red solid. To eliminate the ethanolamine hydrochloride salt, the suspension is triturated with 500 ml of water and filtrated under vacuum. The solid is washed with ethanol and ether then dried to give the desired product (75g, 89%).IH NMR (300MHz, DMSO-d6) delta ppm 3.55-3.60 (m,2H) 3.69-3.74 (m,2H) 6.75 (dd, 7=7.63, 8.52 Hz, 2H) 7.90 (dd, /=7.63, 1.76 Hz, 2H) 8.27 (dd, /=8.52, 1.76 Hz, IH) 3.35 m, IH)

The synthetic route of 34662-24-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; WO2008/18827; (2008); A1;,
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Reference of 420-04-2, These common heterocyclic compound, 420-04-2, name is Cyanamide, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

(1) Ethyl N-cyanoacetoimidate A solution of cyanamide (3.52 g), acetic anhydride (15.7 ml) and triethyl orthoacetate (15.0 ml) was stirred at 140 C. for 2.5 hours. After the reaction, the mixture was distilled under reduced pressure to give 5.29 g of a colorless transparent liquid (yield 58%). Boiling point: 50-60 C./2.5 mmHg IR (KBr): 2990, 2940, 2210, 1700, 1668, 1604 cm-1 1 H-NMR (CDCl3) delta: 1.35 (3H, t, J=7.1 Hz), 2.40 (3H, s), 4.29 (2H, q, J=7.1 Hz)

Statistics shows that Cyanamide is playing an increasingly important role. we look forward to future research findings about 420-04-2.

Reference:
Patent; The Green Cross Corporation; US5750545; (1998); A;,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 420-04-2, name is Cyanamide, A new synthetic method of this compound is introduced below., name: Cyanamide

0.2 mol of the above intermediate and 0.2 mol of 50% monocyanamide aqueous solution were added, stirred uniformly, and 0.1 mol of anhydrous sodium hydrogen phosphate was added under stirring at room temperature to control the reaction temperature not exceeding 40 C, and the reaction time was 4 h, and analyzed by thin layer chromatography. The reaction progress was followed; after the reaction was completed, the filtration was carried out, the filter residue was washed with distilled water, and the washing water and the filtrate were combined, shaken, and allowed to stand for stratification; the aqueous layer was separated, and the aqueous layer was extracted with ethyl acetate three times. The ethyl acetate layer was combined with the oil layer and distilled under reduced pressure at 80 kPa for 2 h. A colorless clarified oil was obtained as the product, ethyl N-cyanoethyl imidate, yield: 95.3%.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Zhang Yu; (4 pag.)CN109721509; (2019); A;,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 191014-55-8, name is 4-Fluoro-2-methoxybenzonitrile, A new synthetic method of this compound is introduced below., name: 4-Fluoro-2-methoxybenzonitrile

To a mixture of 4-fluoro-2-methoxybenzonitrile, (800 mg, 5.3 mmol) and conc.HCl (0.53 mL, 6.36 mmol, 1.2 eq.) in ethanol (20 mL) was added 10% Pd-C (100 mg; Aldrich), and the mixture hydrogenated at 1 atm hydrogen for 15 hrs at room temperature. To this mixture was added an additional amount of conc.HCl (1 mL) and 10% Pd-C (200 mg) and the reaction allowed to continue for another 40 hrs. The mixture was filtered through Celite and the filtrate concentrated in vacuo to dryness. The residue was triturated with ether to provide the title compound (895 mg, Yield 88%) as a white powder: 1H NMR (CDCl3, 500 MHz) delta ppm: 3.84 (3H, s, OMe), 3.91 (2H, d, J=5.5 Hz, N-CH2), 6.81 (1H, dt, J=2.5 Hz, J=J=8.5 Hz, Ar-H), 6.99 (1H, dd, J=2.5 Hz, J=11.3 Hz, Ar-H), 7.47 (1H, dd, J=7 Hz, J=8.5 Hz, Ar-H); 13C NMR (CDCl3, 125.8 Hz) delta ppm: 36.76, 56.03, 99.30, 99.51 106.28, 106.45, 117.93, 117.95, 131.60, 131.69, 158.56, 158.64, 162.28, 164.22. HRMS (ESI) calcd for C8H11FNO (M+H) 156.0825, found 156.0830.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Bristol-Myers Squibb Company; US2007/111984; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 89942-45-0, name is 2-(Hydroxymethyl)benzonitrile, A new synthetic method of this compound is introduced below., Computed Properties of C8H7NO

General procedure: To a 100 mL two-necked flask was added substituted benzylalcohol or 4,6-dimethylpyrimidine-2-thiol (2.60 mmol), NaOH (6.40 g, 1.60 mmol) and dimethylsulfoxide (30 mL). The flask was vacuumed and flushed three times with nitrogen. Then the solutionof 8 (0.20 g, 0.87 mmol) in dimethylsulfoxide (510 mL) was added, and the resulting mixture was heated to 80 C and kept at that temperature for approximately 12 h until the completion of the reaction (monitored by TLC). Subsequently, the mixture was cooled to room temperature and diluted with ethyl acetate (100 mL). The mixture was washed with brine to pH 7, and the organic phase was dried with anhydrous sodium sulfate. The organic phase was concentrated to get crude product, which was purified by column chromatography (ethyl acetate/ petroleumether 1:30 as eluent) to get 4a-ac in yields of 27.3-75.1%.

The synthetic route of 89942-45-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lu, Huan-Huan; Xue, Ping; Zhu, Yuan-Yuan; Ju, Xiu-Lian; Zheng, Xiao-Jiao; Zhang, Xun; Xiao, Ting; Pannecouque, Christophe; Li, Ting-Ting; Gu, Shuang-Xi; Bioorganic and Medicinal Chemistry; vol. 25; 8; (2017); p. 2491 – 2497;,
Nitrile – Wikipedia,
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Application of 5312-97-0, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 5312-97-0 as follows.

To solution of 2,5-dimethoxybenzonitrile (1.5 g) in dry Et2O (7 mL) was added propyl magnesium chloride (2 M in Et2O, 9.2 mL) and the resulting mixture was heated to 40 C. for 2 h. The mixture was chilled and 4 M HCl (9 mL) was carefully added and it was stirred at ambient temperature for 16 h. The mixture was extracted with EtOAc, the combined organic layers were washed with water, were dried and the volatiles were removed under reduced pressure. The residue was purified by column chromatography (Interchim cartridge 15SiHP/120 g, Cy/EtOAc) to yield the desired compound (57% yield). [0569] LC-MS (Method 1): m/z [M+H]+=209.3 (MW calc.=208.25); Rt=3.5 min

According to the analysis of related databases, 5312-97-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Gruenenthal GmbH; Nordhoff, Sonja; Wachten, Sebastian; Kless, Achim; Voss, Felix; Ritter, Stefanie; US2014/194452; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts